85325

Silver trifluoromethanesulfonate

purum, ≥98.0% (Ag)

• Synonym(s): Ag(OTf), Silver (trifluoromethyl)sulfonate, Silver triflate, Trifluoromethanesulfonic acid silver salt
• Linear Formula: CF₃SO₃Ag
• CAS Number: 2923-28-6
• Molecular Weight: 256.94
• Beilstein: 3598402
• EC Number: 220-882-2
• MDL number: MFCD00013226
• UNSPSC Code: 12161600
• PubChem Substance ID: 329769373
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 100
• Assay: ≥98.0% (Ag)
• form: crystals
• reaction suitability: core: silver; reagent type: catalyst
• SMILES string: [Ag+].[O-]S(=O)(=O)C(F)(F)F
• InChI: 1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
• InChI key: QRUBYZBWAOOHSV-UHFFFAOYSA-M

Description

General description

Silver trifluoromethanesulfonate p-complexes of monoenes, dienes, trienes, monoynes and diynes have been prepared. It reacts with 2-fluoro- and 3-fluoro-4-alkoxystilbazoles to afford the mesomorphic complexes. Iodine monochloride/AgOTf constitutes an efficient promoter system for the O-glycoside synthesis.

Application

Silver trifluoromethanesulfonate (AgOTf) may be employed as a reagent during glucosylation of several alcohols. AgOTf in combination with p-nitrobenzenesulfenyl chloride may be employed as an activator for the glycosylation.
It may be used for the synthesis of the following:

• cystine-containing peptides
• 3-aminoalkylated indoles
• benzo[b]oxepines and 2H-chromenes
• diversely substituted iminoimidazoazines

Other Notes

Reagent for the substitution of halides by triflate.; Reagent for the glycosylation of glycosyl halides; Reagent used for the deprotection of protected thiols

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H315,H318
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P362 + P364
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves